Hydrochloric Acid → HCID 136398806, compound

HRID 261083Notes

Reaction equation

HRID 261083 reaction equation
[NH2:1][C:2]1[N:6]([CH3:7])[N:5]=[C:4]([NH:8][C:9](=O)[CH2:10][CH:11]([CH3:13])[CH3:12])[C:3]=1[C:15]#[N:16].[ClH:17].[OH-:18].[Na+]>>[ClH:17].[NH2:1][C:2]1[N:6]([CH3:7])[N:5]=[C:4]2[C:3]=1[C:15](=[O:18])[NH:16][C:9]([CH2:10][CH:11]([CH3:13])[CH3:12])=[N:8]2

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 20395982HCID 20395982, compound

Product 1

HCID 136398806HCID 136398806, compound

Procedure

5-Amino-4-cyano-1-methyl-3-(3-methylbutanoylamino)pyrazole (10 g), prepared as in Example 27 was heated with 1 M sodium hydroxide solution (90 ml) for 2 hours. The solution was adjusted to pH=7 with concentrated hydrochloric acid, and was evaporated to dryness. The residue was extracted with acetone containing 5% water (100 ml). The extracts were evaporated, and the residue was dissolved in a minimum of hot ethanol. Then the solution was cooled and a precipitate which formed was filtered off. The filtrate was mixed with concentrate hydrochloric acid (5 ml) and the precipitate was recrystallised from water to give the title compound, m.p. 292°-294° C. decomp.

Workup

  1. customwas evaporated to dryness
  2. extractionThe residue was extracted with acetone containing 5% water (100 ml)
  3. customThe extracts were evaporated
  4. dissolutionthe residue was dissolved in a minimum of hot ethanol
  5. temperatureThen the solution was cooled
  6. customa precipitate which formed
  7. filtrationwas filtered off
  8. additionThe filtrate was mixed with concentrate hydrochloric acid (5 ml)
  9. customthe precipitate was recrystallised from water

Sources & evidence

ORD record
ord-eb6d64ef949c419db6dcf1098833bad1
Source dataset
uspto-grants-1979_08
Patent number
US04163846

Reaction notes

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